Efficient synthesis of tetrahydro-β-carbolin-1-one and dihydroisoquinolin-1-one derivatives as versatile intermediates

Reference:

Judd, K. E., Mahon, M. F. and Caggiano, L., 2009. Efficient synthesis of tetrahydro-β-carbolin-1-one and dihydroisoquinolin-1-one derivatives as versatile intermediates. Synthesis

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Official URL:

http://dx.doi.org/10.1055/s-0029-1216904

Abstract

An efficient one-pot procedure is described in which an isocyanate intermediate, generated from the corresponding carboxylic acid by a modified Curtius rearrangement, is captured by a tethered aromatic ring in the presence of BF3 center dot OEt2 to generate various lactams, including tetrahydro-β-carbolin-1-one and dihydroisoquinolin-1-one derivatives.

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